Ethanamine, 2,2,2-trifluoro- → 5-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

HRID 1695367Notes

Reaction equation

HRID 1695367 reaction equation
CO[C:3]([C:5]1[NH:6][N:7]=[C:8]([O:10][CH2:11][C:12]2[C:13]([CH2:18][CH2:19][CH2:20][CH3:21])=[N:14][O:15][C:16]=2[CH3:17])[CH:9]=1)=[O:4].[F:22][C:23]([F:27])([F:26])[CH2:24][NH2:25]>>[F:22][C:23]([F:27])([F:26])[CH2:24][NH:25][C:3]([C:5]1[NH:6][N:7]=[C:8]([O:10][CH2:11][C:12]2[C:13]([CH2:18][CH2:19][CH2:20][CH3:21])=[N:14][O:15][C:16]=2[CH3:17])[CH:9]=1)=[O:4]

Participants

3

Reactant 2

HCID 9773Ethanamine, 2,2,2-trifluoro-HCID 66643879HCID 66643879, compound

Product 1

HCID 595684835-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid (2,2,2-trifluoro-ethyl)-amideYield 98%

Procedure

As described for example 26d, 5-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid methyl ester (100 mg, 0.34 mmol) was converted, using 2,2,2-trifluoroethylamine instead of 4-aminotetrahydropyran, to the title compound (120 mg, 98%) which was obtained as a colorless oil. MS: m/e=361.2 [M+H]+.

Sources & evidence

ORD record
ord-86aec02d17a846b3b8f3ae8267bb4424
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

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